Some places capture your imagination long before you set foot in them. Tuscany is one of those places. A land of golden hills, whispering cypress trees, and villages lost in time — it’s a destination that feels like a dream, especially when experienced in the right way.
Now, imagine discovering this romantic landscape not from a tour bus or a busy city hotel, but behind the wheel of a vintage Italian convertible, with your partner beside you, no schedule to follow — just the open road, incredible food, and the quiet magic of Tuscany all around.
This is the heart of the Dolce Vita Driving Tour, a five-day luxury journey created by the local travel experts at Tuscan Team. Tailored for couples looking for a unique and meaningful escape, it’s a self-drive experience that celebrates freedom, beauty, and romance in the most Italian way possible.
More Than a Getaway — A Journey Meant Just for Two
Forget large groups, strict itineraries, or cookie-cutter accommodations. The Dolce Vita Driving Tour is anything but ordinary. It’s a thoughtfully designed road trip experience where each day brings new scenery, tastes, and unforgettable moments — all curated around your rhythm and preferences.
At the core of the experience is a classic two-seater convertible, lovingly restored and ready to take you along quiet country roads. You’ll follow scenic routes through Chianti, Val d’Orcia, and Siena, pausing for private wine tastings, countryside picnics, and candlelit dinners at sunset.
It’s the kind of travel that allows you to slow down, savor the moment, and reconnect, not just with your surroundings, but with each other.
🎥 Want to see what it feels like? Watch the official video here:
👉 https://www.youtube.com/watch?v=jGHnB8F0KvQ
What You’ll Experience Along the Way
Each day of the Dolce Vita Driving Tour is crafted to show you a different side of Tuscany — from its iconic landscapes to its lesser-known gems. Here’s a glimpse of what your journey could include:
Chianti’s Rustic Elegance
Wander through vineyard-draped hills, explore medieval villages, and taste wines that have been made with passion for generations. You’ll stop at small estates for tastings, enjoy a picnic with panoramic views, and dine at a trattoria known only to locals.
Val d’Orcia’s Cinematic Beauty
This UNESCO-listed region is Tuscany at its most postcard-perfect. You’ll drive past cypress-lined roads and golden wheat fields, visit villages like Pienza and San Quirico, and sample local specialties like pecorino cheese and Vino Nobile in hidden cellars beneath ancient towns.
Siena’s Historic Splendor
Siena offers a contrast — lively piazzas, Gothic architecture, and the echoes of centuries past. Spend time exploring its cobbled streets, relax with lunch in a quiet osteria, and maybe even find a rooftop terrace to toast the moment with a glass of Chianti.
Moments Between the Lines
Between these stops are the kinds of experiences you don’t find in guidebooks: watching the sun rise from your villa terrace, discovering an olive oil mill tucked into a hillside, or pausing by the roadside to take in a view so perfect it feels like it was painted.
Explore the full program or request a quote here:
👉 https://www.tuscanteam.com/product/vintage-car-driving-tour-2/
Where You’ll Stay
Luxury on this tour means something a little different. It’s not about five-star excess — it’s about staying in elegant, character-rich villas surrounded by nature. Think rustic-chic interiors, infinity pools overlooking the hills, and breakfasts served under fig trees. The villas are private, peaceful, and carefully selected for their charm and comfort.
Each evening, you’ll return “home” to your villa — not to a lobby or reception desk, but to a place that feels intimate, restorative, and just for you.
Personalized and Seamless: The Tuscan Team Difference
What makes this experience truly special is the care with which it’s planned. Tuscan Team is a trusted Tuscany Travel Agent and Curator that specializes in bespoke travel throughout Tuscany. They don’t just organize trips — they create emotional experiences based on deep regional knowledge and a strong network of artisans, winemakers, chefs, and hosts.
From the moment you book, you’ll have concierge support to help with any custom requests, whether that’s adding a photographer for a surprise proposal or arranging a spa day mid-tour. Every detail is handled discreetly, so you can focus on what really matters: enjoying your time together.
Who Is This For?
This tour is designed for couples who want more than just sightseeing. It’s perfect for:
- Honeymooners seeking intimacy and unique experiences
- Couples celebrating anniversaries or milestones
- Romantic travelers who value style, slow travel, and curated quality
- Adventurers at heart who love the freedom of driving, but appreciate support behind the scenes
You don’t need to be a car expert or a wine connoisseur — just bring curiosity and a sense of wonder.
What’s Included
- 4 nights in a luxury countryside villa
- A vintage convertible (fully serviced and insured)
- Personalized maps and route suggestions
- Breakfasts and select gourmet meals
- Private wine tastings, cheese samplings, and cultural stops
- Full concierge service before and during your trip
You can also add extra touches like guided tours, hot-air balloon rides, or local artisan visits.
Why Tuscany, Why Now?
Tuscany has always been associated with romance, but it’s never felt more relevant than now. In a world that moves fast, it offers something deeply precious: the chance to slow down and savor life’s pleasures.
And doing it in a vintage convertible, surrounded by vineyards and kissed by the Mediterranean sun? That’s a kind of freedom that never goes out of style.
Take the First Step Toward Your Tuscan Escape
The Dolce Vita Driving Tour isn’t just a holiday — it’s a celebration of connection, beauty, and joy. Whether you’re planning your honeymoon, surprising your partner with a once-in-a-lifetime trip, or simply ready to fall in love with life again, this experience offers the space to make it unforgettable.
Start writing your own Tuscan story today.
👉 https://www.tuscanteam.com/product/vintage-car-driving-tour-2/
